MX2008000751A - 2-ciano-pirimidinas y -triazinas, como inhibidores de cisteina-proteasa. - Google Patents

Info

Publication number

MX2008000751A

MX2008000751A MX2008000751A MX2008000751A MX2008000751A MX 2008000751 A MX2008000751 A MX 2008000751A MX 2008000751 A MX2008000751 A MX 2008000751A MX 2008000751 A MX2008000751 A MX 2008000751A MX 2008000751 A MX2008000751 A MX 2008000751A

Authority

MX

Mexico

Prior art keywords

carbon atoms

alkyl

formula

compound

cycloalkyl

Prior art date

2005-07-18

Links

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• IIHQNAXFIODVDU-UHFFFAOYSA-N pyrimidine-2-carbonitrile Chemical class N#CC1=NC=CC=N1 IIHQNAXFIODVDU-UHFFFAOYSA-N 0.000 title description 3
• 239000002852 cysteine proteinase inhibitor Substances 0.000 title 1
• 150000001875 compounds Chemical class 0.000 claims abstract description 141
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• 125000004432 carbon atom Chemical group C* 0.000 claims description 158
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• 239000000203 mixture Substances 0.000 claims description 49
• 125000000753 cycloalkyl group Chemical group 0.000 claims description 40
• IDLAOWFFKWRNHB-UHFFFAOYSA-N 4,5,6,7-tetrachloroindene-1,3-dione Chemical compound ClC1=C(Cl)C(Cl)=C2C(=O)CC(=O)C2=C1Cl IDLAOWFFKWRNHB-UHFFFAOYSA-N 0.000 claims description 34
• 101710186831 Ubiquitin carboxyl-terminal hydrolase isozyme L3 Proteins 0.000 claims description 34
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• 125000000217 alkyl group Chemical group 0.000 claims description 34
• 101000939517 Homo sapiens Ubiquitin carboxyl-terminal hydrolase 2 Proteins 0.000 claims description 29
• 102100029643 Ubiquitin carboxyl-terminal hydrolase 2 Human genes 0.000 claims description 27
• 239000007858 starting material Substances 0.000 claims description 23
• 125000006239 protecting group Chemical group 0.000 claims description 22
• 239000001257 hydrogen Substances 0.000 claims description 21
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• 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 19
• 229910052757 nitrogen Inorganic materials 0.000 claims description 18
• 125000001326 naphthylalkyl group Chemical group 0.000 claims description 16
• 125000003884 phenylalkyl group Chemical group 0.000 claims description 16
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• OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 11
• 125000002795 guanidino group Chemical group C(N)(=N)N* 0.000 claims description 11
• LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims description 11
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 10
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• 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 9
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• 229910052705 radium Inorganic materials 0.000 claims description 9
• 125000000022 2-aminoethyl group Chemical group [H]C([*])([H])C([H])([H])N([H])[H] 0.000 claims description 8
• 125000004093 cyano group Chemical group *C#N 0.000 claims description 8
• 229910052740 iodine Inorganic materials 0.000 claims description 8
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• 125000004202 aminomethyl group Chemical group [H]N([H])C([H])([H])* 0.000 claims description 7
• 125000003739 carbamimidoyl group Chemical group C(N)(=N)* 0.000 claims description 7
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• 125000005843 halogen group Chemical group 0.000 claims description 7
• 230000002062 proliferating effect Effects 0.000 claims description 7
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• 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 6
• 125000000524 functional group Chemical group 0.000 claims description 6
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• 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 6
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• 125000001424 substituent group Chemical group 0.000 claims description 6
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• MMHWWMSXIUWKKK-UHFFFAOYSA-N 4-[3-[4-(aminomethyl)phenyl]anilino]-1,3,5-triazine-2-carbonitrile Chemical compound C1=CC(CN)=CC=C1C1=CC=CC(NC=2N=C(N=CN=2)C#N)=C1 MMHWWMSXIUWKKK-UHFFFAOYSA-N 0.000 claims description 2
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• CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 claims description 2
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• SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 claims description 2
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• 125000001038 naphthoyl group Chemical group C1(=CC=CC2=CC=CC=C12)C(=O)* 0.000 claims description 2
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